GB1325079A - Aryl sulphonyl-terpene compounds and their use as intermediates in the synthesis of vitamin a - Google Patents
Aryl sulphonyl-terpene compounds and their use as intermediates in the synthesis of vitamin aInfo
- Publication number
- GB1325079A GB1325079A GB3664371A GB3664371A GB1325079A GB 1325079 A GB1325079 A GB 1325079A GB 3664371 A GB3664371 A GB 3664371A GB 3664371 A GB3664371 A GB 3664371A GB 1325079 A GB1325079 A GB 1325079A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vitamin
- formula
- intermediates
- synthesis
- sulphone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229940045997 vitamin a Drugs 0.000 title abstract 3
- 125000003118 aryl group Chemical group 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000000543 intermediate Substances 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000001174 sulfone group Chemical group 0.000 abstract 3
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 abstract 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- -1 hydrocarbon radical Chemical class 0.000 abstract 2
- 235000019155 vitamin A Nutrition 0.000 abstract 2
- 239000011719 vitamin A Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000005840 aryl radicals Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/04—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
- C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/22—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1325079 Arylsulphonyl-terpenes; vitamin A RHONE-POULENC SA 4 Aug 1971 [5 Aug 1970] 36643/71 Headings C2C and C2V The invention comprises a sulphone of the formula wherein R is an aryl radical and Q is H or a monovalent hydrocarbon radical. They may be obtained by reacting a halide of the formula wherein X represents Cl, Br or I, with a sulphone of the formula Vitamin A is obtained by desulphonating a sulphone of Formula I after saponifying compounds in which Q is a hydrocarbon radical, and reducing the carboxyl group in the resulting acid to hydroxymethyl group.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7028906A FR2102489A5 (en) | 1970-08-05 | 1970-08-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1325079A true GB1325079A (en) | 1973-08-01 |
Family
ID=9059830
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB93073A Expired GB1325080A (en) | 1970-08-05 | 1971-08-04 | Aryl-sulphonyl olefin compounds |
| GB3664371A Expired GB1325079A (en) | 1970-08-05 | 1971-08-04 | Aryl sulphonyl-terpene compounds and their use as intermediates in the synthesis of vitamin a |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB93073A Expired GB1325080A (en) | 1970-08-05 | 1971-08-04 | Aryl-sulphonyl olefin compounds |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3748347A (en) |
| JP (1) | JPS546547B1 (en) |
| BE (1) | BE770958A (en) |
| CA (1) | CA955953A (en) |
| CH (1) | CH521960A (en) |
| DE (1) | DE2139273A1 (en) |
| FR (1) | FR2102489A5 (en) |
| GB (2) | GB1325080A (en) |
| IT (1) | IT1033057B (en) |
| NL (1) | NL175176C (en) |
| SE (2) | SE393979B (en) |
-
1970
- 1970-08-05 FR FR7028906A patent/FR2102489A5/fr not_active Expired
-
1971
- 1971-07-28 NL NLAANVRAGE7110411,A patent/NL175176C/en not_active IP Right Cessation
- 1971-08-04 SE SE7400168A patent/SE393979B/en not_active IP Right Cessation
- 1971-08-04 SE SE7110012A patent/SE387338B/en unknown
- 1971-08-04 CH CH1148971A patent/CH521960A/en not_active IP Right Cessation
- 1971-08-04 GB GB93073A patent/GB1325080A/en not_active Expired
- 1971-08-04 US US00169114A patent/US3748347A/en not_active Expired - Lifetime
- 1971-08-04 CA CA119,838*7A patent/CA955953A/en not_active Expired
- 1971-08-04 GB GB3664371A patent/GB1325079A/en not_active Expired
- 1971-08-04 BE BE770958A patent/BE770958A/en unknown
- 1971-08-05 JP JP5870971A patent/JPS546547B1/ja active Pending
- 1971-08-05 DE DE19712139273 patent/DE2139273A1/de active Pending
- 1971-08-05 IT IT27222/71A patent/IT1033057B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| NL175176B (en) | 1984-05-01 |
| IT1033057B (en) | 1979-07-10 |
| SE387338B (en) | 1976-09-06 |
| SE393979B (en) | 1977-05-31 |
| NL175176C (en) | 1984-10-01 |
| NL7110411A (en) | 1972-02-08 |
| JPS546547B1 (en) | 1979-03-29 |
| FR2102489A5 (en) | 1972-04-07 |
| GB1325080A (en) | 1973-08-01 |
| DE2139273A1 (en) | 1972-03-09 |
| CH521960A (en) | 1972-04-30 |
| US3748347A (en) | 1973-07-24 |
| BE770958A (en) | 1972-02-04 |
| CA955953A (en) | 1974-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |